Big Groups Welcome • Pool • Near Duval

Top rated by guests
This home is one of the most photographed homes in Key West. It's a quintessential Conch house in an incredible location.
This living space is perfect for sleeping 2 guests, making a drink, and watching tv.
Living area
If you are planning a bachelor or bachelorette party look no further. Just steps from Duval, this will be the hub of your fun.
Bar seating, access to the kitchen, and streaming HULU make this a spot to relax.
review stars
10.0Outstanding
(2 Ratings)
"I stayed at the cottages with 10 of my friends for my bachelorette party. We had such a great stay! The location was close to most places we wanted to visit, including the Hemingway House, Historic Li..."
Maura R.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(2 Ratings)

House in Key West, FL

16 guests · 5 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Summary:
Perfect for bachelor and bachelorette parties, these 2 cottages that are quintessential Key West. Some of those most photographed homes, these sleep 16 guests comfortably. Enjoy life just a 30 second walk to Duval street with 2 kitchens, 2 living spaces, 5 bedrooms, 3.5 bathrooms, rooftop sundecks, historic Conch front porches, private laundry, parking, and a large connected back deck with a hot tub and pool.

The Space:
Welcome to the "Almost Southernmost Retreat" in Key West, where the sun is shining, and the fun never stops! This property is the perfect getaway for groups of guys or gals looking for an exciting vacation. With stunning views of Hemingway's house and the lighthouse from your rooftop deck, you'll feel like you're living in paradise.

This place is not only the perfect Key West getaway for groups of friends but is also an ideal spot for unforgettable bachelor and bachelorette parties. Whether you're looking to relax by the pool during the day or hit the town at night, our retreat is the perfect home base for your bachelor or bachelorette party. Don't miss out on the opportunity to create lasting memories with your best friends in one of the most beautiful places in the world.

Located just steps away from Duval street, our retreat is in the heart of Key West's best restaurants, shops, and attractions. Or if you prefer to take it easy, kick back and soak up the island vibes with your private 8-man hot tub, pool, and sunbathing decks.

Our retreat is made up of two cozy cottages connected by a back porch. Let's take a closer look:

House number ONE...
This spacious home boasts three bedrooms, two and a half bathrooms, a pool, a fully equipped kitchen, a cozy outdoor dining area, a living room with plenty of seating, a private sundeck, private laundry, and a front porch perfect for people-watching.

The recently updated kitchen is fully stocked with everything you need to cook up a storm, and the bar that seats eight makes it easy to entertain your crew. An outdoor table is perfect for sharing meals while enjoying the sunshine.

The living room offers ample seating for your entire party, and a queen sleeper sofa is available for extra guests. The downstairs bedroom is complete with a king-size bed and an en-suite bathroom, while the upstairs bedrooms include a queen bed and two queen beds with access to the sundeck.

House number TWO...
This cozy Key West cottage is equipped with two bedrooms, one bathroom, a fully outfitted kitchen, a cozy outdoor dining area, a living room with tons of seating, another private sundeck, a second laundry location, and a front porch perfect for people-watching.

The living room offers plenty of space for your entire group to relax, and a queen sleeper sofa is available for extra guests. The downstairs bedroom has a comfortable queen-size bed and an adjacent bathroom, while the upstairs bedroom features a king-size bed, plenty of storage, and access to the sundeck.

That's two charming Key West cottages with a total of five bedrooms, three and a half baths, private parking, a hot tub, and a pool! Our retreat can comfortably accommodate up to 16 people, making it the perfect choice for your next group getaway.

This place is not only the perfect Key West getaway for groups of friends but is also an ideal spot for unforgettable bachelor and bachelorette parties. Whether you're looking to relax by the pool during the day or hit the town at night, our retreat is the perfect home base for your bachelor or bachelorette party. You will create lasting memories with your best friends in one of the most beautiful places in the world.

Don't wait any longer to book your stay at our "Almost Southernmost Retreat" in Key West. With its unbeatable location and endless amenities, this property is sure to book up fast. We can't wait to welcome you to paradise!

Crawling distance from Duval
300 feet to the Key West Lighthouse
500 feet to Hemingway Home
.4 miles to the Southernmost Point
.4 miles to the Key West Butterfly and Nature Conservation
.7 miles to Sloppy Joe's
.9 miles to Mallory Square
3.7 miles to the airport

Guest Access:
Guests will have access to the entire property.

The Neighborhood:
These quintessential Key West cottages are located in the heart of Old Town just half a block off Duval. You are in walking distance to all of what Key West has to offer...in fact, you are Hemingway's neighbor! Bars, restaurants, shops, and historic sites surround you. You can even peek the lighthouse from your second story sun deck.

Getting Around:
With a central location like this you can walk, bike, scooter, drive, or Uber to all of what Key West has to offer.

Other Things to Note:
Pool can be heated during the winter for $40 per night. Please let us know at least 3 days in advanced.

This unit is pet-friendly. 40lb maximum per pet. $40/night per pet 2 pet max. Please let us know if you plan on bringing your pet. Check the rules for more details.

No smoking inside the home.

Sorry, no early check-in. We need time to make it perfect for your stay!

Amenities at Big Groups Welcome • Pool • Near Duval

Pets allowed
Family friendly

Map of Key West, FL


Things to know


Additional fees to expect

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